Moreno, I am perhaps being sloppy with my language when I use ‘utility’. I mean that word to be essentially interchangeable with ‘happiness’, which is how I understand it to be used in the context of utilitarianism. I prefer utility because, as you say, sometimes weeping is better, feels better, than happiness would feel. In any case, I mean it to refer to the subjective values of the individual: increasing a person’s utility means increasing the degree to which their preferences are met (and this perhaps introduces a fatal circularity to my argument: utility is whatever someone would choose, so increasing choice increases utility).
This is a difficult question, so my answer will be hand-wavy and will need to be fleshed out. But my intuition here is that it’s about information: how much information are we getting out of the choice. That’s the role that choice plays in utilitarianism, and Mill recognized that: often the best information we have about what makes someone the happiest is what they choose. So choice is more ‘real’ if it produces more information. A person who doesn’t understand medicine choosing alcohol tells us nothing about their relative value of medicine and alcohol.
I don’t think this answer is circular. Choice is important because it provides information, and information-content is the hallmark of real choice. In a specific instance, we might have trouble determining whether we are actually getting information out of a choice, but we can identify general traits of the kinds of choice that reliably convey information (or at least traits that call the reliability into question, e.g. irrationality, coercion, ignorance).
Then we can see that adding options will tend to decrease information content of a choice, but without reference to utility.
You’re right, and there are cases where one mechanism of choice will tend to produce more irrational decision-making than another mechanism of choice. But I still think this cuts both ways. Sometimes an individual will be irrational in making decisions affecting himself, sometimes a third-party decision-maker will be irrational in making decisions affecting someone else. And I think the decision to deprive someone else of choice is highly susceptible to irrational decision making, so we should take it with a grain of salt.
So to hedge my claim in light of this: the human tendency towards irrationality can mean that, in certain cases, giving an individual the power to decide is not giving them choice in the information-conveying sense of the word.
There is a more general problem with utilitarianism related to this point. Sometimes people will by happy about things that probably shouldn’t make them happy. They’ll discount future happiness more than it seems they should, or they’ll hedonistically focus on physical pleasure in neglect of some ‘higher’ form of happiness. I don’t think utilitarianism is always satisfying on this question. It seems like sometimes it’s tempting to say, “I know you think you’re happy, but that’s an illusion, and you’ll be happier eating broccoli than cake.” Mill claims there’s some hierarchy of happinesses, but that doesn’t seem to be a given, and noble and debased happiness don’t seem to be ordered except by reference to something else, so other principle that isn’t justified by utilitarianism.
I won’t attempt to resolve that. I will say that increasing real choice, as a value separate from utility, will tend to encourage the more noble pleasures, since e.g. learning will improve future choices, while partying won’t. But if choice is just an instrumental good to happiness, then there’s no guaranteeing that the sum of the happiness of learning and the future happiness it brings will be any greater than the sum of the happiness of partying less the future happiness it makes unavailable.